data_0H6 # _chem_comp.id 0H6 _chem_comp.name "6-({(2S)-3-cyclopentyl-2-[4-(trifluoromethyl)-1H-imidazol-1-yl]propanoyl}amino)pyridine-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 F3 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-17 _chem_comp.pdbx_modified_date 2012-02-03 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 396.364 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0H6 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3VF6 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 0H6 C4 C4 C 0 1 N N N -10.907 2.880 20.440 0.880 2.033 -0.480 C4 0H6 1 0H6 C7 C7 C 0 1 N N N -13.467 5.907 20.505 3.672 4.581 -0.570 C7 0H6 2 0H6 C6 C6 C 0 1 N N N -12.719 4.740 19.738 2.543 3.782 -1.252 C6 0H6 3 0H6 C9 C9 C 0 1 N N N -11.456 5.061 21.778 2.459 3.225 1.102 C9 0H6 4 0H6 C13 C13 C 0 1 Y N N -8.069 -1.756 21.434 -3.241 -0.857 0.273 C13 0H6 5 0H6 C21 C21 C 0 1 Y N N -8.367 3.396 18.653 2.666 -0.836 0.628 C21 0H6 6 0H6 C8 C8 C 0 1 N N N -12.463 6.244 21.657 3.619 4.227 0.927 C8 0H6 7 0H6 C18 C18 C 0 1 N N N -7.728 -4.625 23.778 -6.960 -0.865 -0.115 C18 0H6 8 0H6 C16 C16 C 0 1 Y N N -8.911 -2.359 23.979 -5.281 0.957 0.153 C16 0H6 9 0H6 N1 N1 N 0 1 Y N N -8.453 3.396 20.031 1.679 -0.250 -0.116 N1 0H6 10 0H6 C2 C2 C 0 1 N N S -9.441 2.568 20.851 0.721 0.757 0.349 C2 0H6 11 0H6 C3 C3 C 0 1 N N N -8.971 1.148 20.836 -0.681 0.227 0.192 C3 0H6 12 0H6 C5 C5 C 0 1 N N N -11.247 4.439 20.319 2.295 2.586 -0.299 C5 0H6 13 0H6 N10 N10 N 0 1 N N N -9.213 0.458 21.964 -1.734 0.998 0.525 N10 0H6 14 0H6 O11 O11 O 0 1 N N N -8.412 0.652 19.821 -0.861 -0.894 -0.234 O11 0H6 15 0H6 C12 C12 C 0 1 Y N N -8.860 -0.814 22.259 -3.027 0.516 0.366 C12 0H6 16 0H6 C14 C14 C 0 1 Y N N -7.682 -2.987 21.916 -4.516 -1.330 0.116 C14 0H6 17 0H6 C15 C15 C 0 1 Y N N -8.103 -3.320 23.218 -5.569 -0.405 0.053 C15 0H6 18 0H6 N17 N17 N 0 1 Y N N -9.244 -1.162 23.469 -4.040 1.369 0.303 N17 0H6 19 0H6 O19 O19 O 0 1 N N N -6.960 -5.427 22.998 -7.201 -2.053 -0.201 O19 0H6 20 0H6 O20 O20 O 0 1 N N N -8.067 -4.948 24.858 -7.964 0.032 -0.174 O20 0H6 21 0H6 C22 C22 C 0 1 Y N N -7.401 4.251 18.333 3.312 -1.693 -0.186 C22 0H6 22 0H6 N23 N23 N 0 1 Y N N -6.922 4.773 19.493 2.734 -1.631 -1.395 N23 0H6 23 0H6 C24 C24 C 0 1 Y N N -7.557 4.261 20.507 1.752 -0.773 -1.359 C24 0H6 24 0H6 C25 C25 C 0 1 N N N -6.935 4.572 16.926 4.479 -2.567 0.193 C25 0H6 25 0H6 F26 F26 F 0 1 N N N -6.883 5.904 16.732 4.007 -3.798 0.661 F26 0H6 26 0H6 F27 F27 F 0 1 N N N -5.641 4.111 16.864 5.291 -2.774 -0.927 F27 0H6 27 0H6 F28 F28 F 0 1 N N N -7.658 3.987 15.874 5.223 -1.941 1.199 F28 0H6 28 0H6 H1 H1 H 0 1 N N N -11.576 2.440 21.195 0.710 1.805 -1.533 H1 0H6 29 0H6 H2 H2 H 0 1 N N N -11.097 2.411 19.464 0.154 2.775 -0.147 H2 0H6 30 0H6 H3 H3 H 0 1 N N N -13.628 6.776 19.850 4.637 4.294 -0.987 H3 0H6 31 0H6 H4 H4 H 0 1 N N N -14.433 5.566 20.905 3.509 5.650 -0.707 H4 0H6 32 0H6 H5 H5 H 0 1 N N N -12.626 5.022 18.679 1.644 4.391 -1.341 H5 0H6 33 0H6 H6 H6 H 0 1 N N N -13.322 3.824 19.822 2.864 3.428 -2.232 H6 0H6 34 0H6 H7 H7 H 0 1 N N N -11.860 4.295 22.456 2.719 2.466 1.840 H7 0H6 35 0H6 H8 H8 H 0 1 N N N -10.495 5.427 22.169 1.547 3.745 1.395 H8 0H6 36 0H6 H9 H9 H 0 1 N N N -7.789 -1.471 20.431 -2.407 -1.543 0.320 H9 0H6 37 0H6 H10 H10 H 0 1 N N N -8.967 2.815 17.969 2.888 -0.646 1.668 H10 0H6 38 0H6 H11 H11 H 0 1 N N N -11.922 7.172 21.421 4.558 3.769 1.235 H11 0H6 39 0H6 H12 H12 H 0 1 N N N -13.009 6.368 22.604 3.429 5.125 1.516 H12 0H6 40 0H6 H13 H13 H 0 1 N N N -9.245 -2.621 24.972 -6.083 1.680 0.105 H13 0H6 41 0H6 H14 H14 H 0 1 N N N -9.341 2.917 21.889 0.910 0.980 1.399 H14 0H6 42 0H6 H15 H15 H 0 1 N N N -10.473 4.980 19.755 3.037 1.804 -0.460 H15 0H6 43 0H6 H16 H16 H 0 1 N N N -9.718 0.947 22.675 -1.590 1.891 0.877 H16 0H6 44 0H6 H17 H17 H 0 1 N N N -7.084 -3.664 21.324 -4.707 -2.391 0.041 H17 0H6 45 0H6 H18 H18 H 0 1 N N N -7.722 -5.811 25.054 -8.859 -0.318 -0.285 H18 0H6 46 0H6 H19 H19 H 0 1 N N N -7.388 4.495 21.548 1.108 -0.517 -2.188 H19 0H6 47 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 0H6 F28 C25 SING N N 1 0H6 F26 C25 SING N N 2 0H6 F27 C25 SING N N 3 0H6 C25 C22 SING N N 4 0H6 C22 C21 DOUB Y N 5 0H6 C22 N23 SING Y N 6 0H6 C21 N1 SING Y N 7 0H6 N23 C24 DOUB Y N 8 0H6 C6 C5 SING N N 9 0H6 C6 C7 SING N N 10 0H6 O11 C3 DOUB N N 11 0H6 N1 C24 SING Y N 12 0H6 N1 C2 SING N N 13 0H6 C5 C4 SING N N 14 0H6 C5 C9 SING N N 15 0H6 C4 C2 SING N N 16 0H6 C7 C8 SING N N 17 0H6 C3 C2 SING N N 18 0H6 C3 N10 SING N N 19 0H6 C13 C14 DOUB Y N 20 0H6 C13 C12 SING Y N 21 0H6 C8 C9 SING N N 22 0H6 C14 C15 SING Y N 23 0H6 N10 C12 SING N N 24 0H6 C12 N17 DOUB Y N 25 0H6 O19 C18 DOUB N N 26 0H6 C15 C18 SING N N 27 0H6 C15 C16 DOUB Y N 28 0H6 N17 C16 SING Y N 29 0H6 C18 O20 SING N N 30 0H6 C4 H1 SING N N 31 0H6 C4 H2 SING N N 32 0H6 C7 H3 SING N N 33 0H6 C7 H4 SING N N 34 0H6 C6 H5 SING N N 35 0H6 C6 H6 SING N N 36 0H6 C9 H7 SING N N 37 0H6 C9 H8 SING N N 38 0H6 C13 H9 SING N N 39 0H6 C21 H10 SING N N 40 0H6 C8 H11 SING N N 41 0H6 C8 H12 SING N N 42 0H6 C16 H13 SING N N 43 0H6 C2 H14 SING N N 44 0H6 C5 H15 SING N N 45 0H6 N10 H16 SING N N 46 0H6 C14 H17 SING N N 47 0H6 O20 H18 SING N N 48 0H6 C24 H19 SING N N 49 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 0H6 SMILES ACDLabs 12.01 "O=C(O)c1ccc(nc1)NC(=O)C(n2cc(nc2)C(F)(F)F)CC3CCCC3" 0H6 InChI InChI 1.03 "InChI=1S/C18H19F3N4O3/c19-18(20,21)14-9-25(10-23-14)13(7-11-3-1-2-4-11)16(26)24-15-6-5-12(8-22-15)17(27)28/h5-6,8-11,13H,1-4,7H2,(H,27,28)(H,22,24,26)/t13-/m0/s1" 0H6 InChIKey InChI 1.03 GKMLFBRLRVQVJO-ZDUSSCGKSA-N 0H6 SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1ccc(NC(=O)[C@H](CC2CCCC2)n3cnc(c3)C(F)(F)F)nc1" 0H6 SMILES CACTVS 3.370 "OC(=O)c1ccc(NC(=O)[CH](CC2CCCC2)n3cnc(c3)C(F)(F)F)nc1" 0H6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ncc1C(=O)O)NC(=O)[C@H](CC2CCCC2)n3cc(nc3)C(F)(F)F" 0H6 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ncc1C(=O)O)NC(=O)C(CC2CCCC2)n3cc(nc3)C(F)(F)F" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 0H6 "SYSTEMATIC NAME" ACDLabs 12.01 "6-({(2S)-3-cyclopentyl-2-[4-(trifluoromethyl)-1H-imidazol-1-yl]propanoyl}amino)pyridine-3-carboxylic acid" 0H6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[[(2S)-3-cyclopentyl-2-[4-(trifluoromethyl)imidazol-1-yl]propanoyl]amino]pyridine-3-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0H6 "Create component" 2012-01-17 RCSB #